$181 Find Cheap Flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 5/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$361
Overall average: $869
United Airlines
Wed 3/11Tue 3/17
HNL - ORD • Non-stop
Cheapest non-stop
$397
Typical prices: $1,083-$1,663
United Airlines
Mon 3/2Thu 3/5
HNL - ORD • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Hawaii to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hawaii to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Wed, Mar 11 - Tue, Mar 17
United Airlines Logo
5:05 pm - 6:14 am
HNL
-
ORD
8h 09mnonstop
United Airlines Logo
12:54 pm - 8:21 pm
ORD
-
HNL
12h 27m
1 stop
$361United Airlines
Thu, May 7 - Mon, May 11
Southwest Logo
1:00 pm - 11:05 am
HNL
-
MDW
17h 05m
1 stop
Southwest Logo
9:45 pm - 9:50 am
MDW
-
HNL
17h 05m
1 stop
$362Southwest
Wed, Feb 18 - Wed, Feb 25
Delta Logo
7:45 am - 11:52 pm
HNL
-
ORD
12h 07m
1 stop
Delta Logo
7:40 am - 9:28 pm
ORD
-
HNL
17h 48m
2 stops
$370Delta
Fri, Feb 6 - Mon, Feb 9
American Airlines Logo
11:00 pm - 2:57 pm
LIH
-
ORD
11h 57m
1 stop
American Airlines Logo
6:00 am - 4:37 pm
ORD
-
LIH
14h 37m
1 stop
$380American Airlines
Wed, Feb 4 - Sun, Feb 8
American Airlines Logo
10:10 pm - 12:35 pm
LIH
-
ORD
10h 25m
1 stop
American Airlines Logo
5:05 am - 4:37 pm
ORD
-
LIH
15h 32m
2 stops
$386American Airlines
Thu, Feb 19 - Tue, Feb 24
Delta Logo
7:45 am - 11:52 pm
HNL
-
ORD
12h 07m
1 stop
Delta Logo
7:40 am - 9:28 pm
ORD
-
HNL
17h 48m
2 stops
$390Delta
Tue, Feb 3 - Sat, Feb 7
Multiple Airlines Logo
6:00 am - 11:37 pm
LIH
-
ORD
13h 37m
2 stops
Multiple Airlines Logo
9:00 am - 1:45 pm
ORD
-
LIH
32h 45m
1 stop
$429Multiple Airlines
Wed, Feb 4 - Sun, Feb 8
Multiple Airlines Logo
3:30 pm - 2:29 pm
LIH
-
ORD
18h 59m
2 stops
Multiple Airlines Logo
9:00 am - 8:30 pm
ORD
-
LIH
15h 30m
2 stops
$435Multiple Airlines
Wed, Feb 18 - Sun, Feb 22
Alaska Airlines Logo
1:10 pm - 11:59 pm
KOA
-
ORD
30h 49m
1 stop
Alaska Airlines Logo
3:07 pm - 3:53 pm
ORD
-
KOA
28h 46m
1 stop
$463Alaska Airlines
Mon, Mar 30 - Mon, Apr 13
Alaska Airlines Logo
11:02 pm - 2:21 pm
OGG
-
ORD
10h 19m
1 stop
Alaska Airlines Logo
8:20 am - 10:02 pm
ORD
-
OGG
18h 42m
1 stop
$497Alaska Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$181
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Honolulu to Chicago Midway Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $2,700
Business Class flights to Chicagofrom $2,872
Premium Economy Class flights to Chicagofrom $694
Economy Class flights to Chicagofrom $334